Sodium Iodide → HCID 178418721, compound

HRID 1744317Notes

Reaction equation

HRID 1744317 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:23])=[CH:8][CH:7]=1.[Na+].[I-:25]>CC(C)=O>[I:25][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][CH:13]=[C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:23])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 178418704HCID 178418704, compound

Product 1

HCID 178418721HCID 178418721, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 3-{[4-(3-Chloro-propoxy)-phenylamino]-methylene}-1,3-dihydro-indol-2-one (45 mg, 0.137 mmol) and NaI (103 mg, 5 equiv.) in 1 mL acetone is heated at 80° C. overnight. The reaction mixture is cooled to room temperature and evaporated to dryness. The residue is dissolved in EtOAc and H2O. The organic layer is collected and dried over anhydrous Na2SO4, filtered, and concentrated to give the named compound as yellow solid (100%).

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue is dissolved in EtOAc
  3. customThe organic layer is collected
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4d2d4cec44af4a83bcab2556d25cc2ba
Source dataset
uspto-grants-2006_03
Patent number
US07015220B2

Reaction notes

Loading…